Amazing Race near Westwinds, Maryland

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Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

Embark on a thrilling adventure in Annapolis! Unravel the city's rich history, from its days as the US capital to its vibrant present. Discover the tales of Princess Anne, Abraham Lincoln, and Duke Ellington. Marvel at the city's architectural wonders, learn about the oldest living people in Maryland, and even snap a selfie with your favorite statue. Uncover secrets of the past and solve riddles that will challenge your mind. This is Annapolis like you've never seen it before!

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About Puzzling Adventures

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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Puzzling Adventures near Westwinds

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Fun fun fun! great way to experience a new area!

Rhonda R.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © MiguelPastore

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Puzzling Adventures Highlights

Kid friendly
Outdoor activity
Accessible
No reservations
Team building
Exploration
Enriching
250+ Locations
Flat rate price
Informative
Photo Challenges

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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directions

25 Northwest St., Annapolis, MD 21401

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Directory

Treasure Hunt

Hidden Point Treasure Hunt Elktonia Treasure Hunt Sturbridge Treasure Hunt Bloomsbury Square Treasure Hunt Georgetown East Treasure Hunt Harkness Creek Park Treasure Hunt Robinwood Treasure Hunt Keys Farm Treasure Hunt Cedarwood Cove Treasure Hunt Forest Villa Treasure Hunt The Courtyards Treasure Hunt Severn Forest Treasure Hunt Hickory Hills Treasure Hunt Winchester Treasure Hunt Old Annapolis Neck Treasure Hunt Bestgate Terrace Treasure Hunt Great Meadows Treasure Hunt Browns Woods Villa Treasure Hunt New Point Treasure Hunt Beechwood On The Burley Treasure Hunt Mariners Point Treasure Hunt Primrose Acres Treasure Hunt Colonial Manor Estates Treasure Hunt Winchester On The Severn Treasure Hunt Annapolis Overlook Treasure Hunt Eastport Treasure Hunt Loretta Heights Treasure Hunt Romar Estates Treasure Hunt Providence Historical Treasure Hunt Town Home Village Treasure Hunt Riverview Manor Treasure Hunt Wilshire Treasure Hunt Wardour Treasure Hunt Bay View Heights Treasure Hunt Weems Creek Treasure Hunt Gentry Treasure Hunt Annapolis Treasure Hunt Ferry Farms Treasure Hunt Westwinds Treasure Hunt Severn Grove Treasure Hunt Round View Treasure Hunt Lands End Treasure Hunt Luce Creek Treasure Hunt Eastport Terrace Treasure Hunt Heritage Treasure Hunt Eatons Landing Treasure Hunt Knightsbridge Treasure Hunt Rundelac Farm Treasure Hunt Brice Manor Treasure Hunt Pines On Severn Treasure Hunt Greenbriar Treasure Hunt Lindamoor On The Severn Treasure Hunt Mariners Cove Treasure Hunt Timber Creek Treasure Hunt Painters Hill Treasure Hunt Manresa Treasure Hunt Wardour Bluffs Treasure Hunt Greenbriar Gardens Treasure Hunt Baytowne Village Treasure Hunt Providence Cove Treasure Hunt Pendennis Mount Treasure Hunt Wetheridge Estates Treasure Hunt Victor Haven Treasure Hunt The Village Treasure Hunt Bywater Estates Treasure Hunt Homewood Treasure Hunt Naval Academy Treasure Hunt The Meadows Treasure Hunt Dellwood Treasure Hunt Truxton Heights Treasure Hunt Parole Treasure Hunt Captains Walk Treasure Hunt Martins Cove Farm Treasure Hunt Threemile Oak Corner Treasure Hunt Annapolis Roads Treasure Hunt Forest Meadows Treasure Hunt Captains Choice Treasure Hunt Bay Ridge Junction Treasure Hunt Harness Woods Treasure Hunt Market Quay Treasure Hunt West Annapolis Treasure Hunt Colony Hills Treasure Hunt Admiral Heights Treasure Hunt Dreams Landing Treasure Hunt The Ridings Treasure Hunt Lincoln Heights Treasure Hunt Anchorage Treasure Hunt Severnside Treasure Hunt Watergate Village Treasure Hunt Indian Hills Treasure Hunt Bembe Beach Treasure Hunt Browns Woods Treasure Hunt West Woods Treasure Hunt Dulls Corner Treasure Hunt Dorsey Heights Treasure Hunt Wilelinor Estates Treasure Hunt Tyler Heights Treasure Hunt Hillsmere Shores Treasure Hunt Bancroft Treasure Hunt Hunt Meadows Treasure Hunt

Amazing Race

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Walking Tour

Painters Hill Walking Tour Rundelac Farm Walking Tour Dreams Landing Walking Tour Romar Estates Walking Tour Wilshire Walking Tour Winchester On The Severn Walking Tour Brice Manor Walking Tour West Annapolis Walking Tour Gentry Walking Tour New Point Walking Tour Elktonia Walking Tour Beechwood On The Burley Walking Tour Pines On Severn Walking Tour Annapolis Roads Walking Tour Severn Grove Walking Tour Wardour Walking Tour Dellwood Walking Tour Ferry Farms Walking Tour Keys Farm Walking Tour The Village Walking Tour Browns Woods Walking Tour Forest Villa Walking Tour Providence Cove Walking Tour Town Home Village Walking Tour Sturbridge Walking Tour Winchester Walking Tour Luce Creek Walking Tour Captains Choice Walking Tour Harness Woods Walking Tour Hidden Point Walking Tour Robinwood Walking Tour Dorsey Heights Walking Tour Cedarwood Cove Walking Tour Eatons Landing Walking Tour West Woods Walking Tour Weems Creek Walking Tour Round View Walking Tour The Meadows Walking Tour Lincoln Heights Walking Tour Hillsmere Shores Walking Tour Bloomsbury Square Walking Tour Great Meadows Walking Tour Mariners Point Walking Tour Bancroft Walking Tour Baytowne Village Walking Tour Severn Forest Walking Tour Tyler Heights Walking Tour Indian Hills Walking Tour The Courtyards Walking Tour Victor Haven Walking Tour Hickory Hills Walking Tour Eastport Terrace Walking Tour Loretta Heights Walking Tour Naval Academy Walking Tour Bay Ridge Junction Walking Tour Hunt Meadows Walking Tour Westwinds Walking Tour Browns Woods Villa Walking Tour Colony Hills Walking Tour Bay View Heights Walking Tour Annapolis Overlook Walking Tour Wardour Bluffs Walking Tour Captains Walk Walking Tour Bembe Beach Walking Tour Pendennis Mount Walking Tour Primrose Acres Walking Tour Threemile Oak Corner Walking Tour Parole Walking Tour Wilelinor Estates Walking Tour Bestgate Terrace Walking Tour Lindamoor On The Severn Walking Tour Timber Creek Walking Tour The Ridings Walking Tour Martins Cove Farm Walking Tour Annapolis Walking Tour Market Quay Walking Tour Mariners Cove Walking Tour Knightsbridge Walking Tour Watergate Village Walking Tour Harkness Creek Park Walking Tour Georgetown East Walking Tour Dulls Corner Walking Tour Greenbriar Gardens Walking Tour Greenbriar Walking Tour Forest Meadows Walking Tour Severnside Walking Tour Old Annapolis Neck Walking Tour Colonial Manor Estates Walking Tour Riverview Manor Walking Tour Anchorage Walking Tour Bywater Estates Walking Tour Eastport Walking Tour Truxton Heights Walking Tour Wetheridge Estates Walking Tour Homewood Walking Tour Providence Historical Walking Tour Heritage Walking Tour Manresa Walking Tour Admiral Heights Walking Tour Lands End Walking Tour

Escape Room

Timber Creek Escape Room Eastport Escape Room Greenbriar Escape Room Painters Hill Escape Room Dulls Corner Escape Room Colony Hills Escape Room Greenbriar Gardens Escape Room The Ridings Escape Room Homewood Escape Room Ferry Farms Escape Room Harkness Creek Park Escape Room Martins Cove Farm Escape Room Lincoln Heights Escape Room Market Quay Escape Room Providence Historical Escape Room Watergate Village Escape Room Gentry Escape Room New Point Escape Room Wardour Escape Room Lands End Escape Room Bloomsbury Square Escape Room Dellwood Escape Room Admiral Heights Escape Room Bancroft Escape Room Wilelinor Estates Escape Room Great Meadows Escape Room Winchester Escape Room Dorsey Heights Escape Room Eatons Landing Escape Room Heritage Escape Room Riverview Manor Escape Room Severnside Escape Room Wetheridge Estates Escape Room Beechwood On The Burley Escape Room Harness Woods Escape Room Rundelac Farm Escape Room Primrose Acres Escape Room Elktonia Escape Room Annapolis Overlook Escape Room Brice Manor Escape Room Knightsbridge Escape Room Forest Meadows Escape Room Providence Cove Escape Room Indian Hills Escape Room Dreams Landing Escape Room Browns Woods Escape Room The Meadows Escape Room Lindamoor On The Severn Escape Room Robinwood Escape Room Annapolis Escape Room Hickory Hills Escape Room Pendennis Mount Escape Room West Woods Escape Room The Village Escape Room Captains Choice Escape Room Threemile Oak Corner Escape Room Bay View Heights Escape Room Severn Grove Escape Room Cedarwood Cove Escape Room Baytowne Village Escape Room The Courtyards Escape Room Bay Ridge Junction Escape Room Bembe Beach Escape Room Old Annapolis Neck Escape Room Sturbridge Escape Room Weems Creek Escape Room Keys Farm Escape Room Naval Academy Escape Room Westwinds Escape Room Truxton Heights Escape Room Tyler Heights Escape Room Mariners Point Escape Room Colonial Manor Estates Escape Room Winchester On The Severn Escape Room Wilshire Escape Room West Annapolis Escape Room Captains Walk Escape Room Hunt Meadows Escape Room Mariners Cove Escape Room Annapolis Roads Escape Room Round View Escape Room Eastport Terrace Escape Room Bywater Estates Escape Room Luce Creek Escape Room Victor Haven Escape Room Forest Villa Escape Room Parole Escape Room Romar Estates Escape Room Hillsmere Shores Escape Room Manresa Escape Room Georgetown East Escape Room Anchorage Escape Room Severn Forest Escape Room Hidden Point Escape Room Loretta Heights Escape Room Browns Woods Villa Escape Room Bestgate Terrace Escape Room Wardour Bluffs Escape Room Pines On Severn Escape Room Town Home Village Escape Room

Scavenger Hunt

Homewood Scavenger Hunt Truxton Heights Scavenger Hunt The Courtyards Scavenger Hunt Old Annapolis Neck Scavenger Hunt Hickory Hills Scavenger Hunt Lindamoor On The Severn Scavenger Hunt Lincoln Heights Scavenger Hunt Bay Ridge Junction Scavenger Hunt Riverview Manor Scavenger Hunt Robinwood Scavenger Hunt Bembe Beach Scavenger Hunt Romar Estates Scavenger Hunt Bestgate Terrace Scavenger Hunt Ferry Farms Scavenger Hunt Pines On Severn Scavenger Hunt Bancroft Scavenger Hunt Heritage Scavenger Hunt Eatons Landing Scavenger Hunt West Annapolis Scavenger Hunt Eastport Terrace Scavenger Hunt Harkness Creek Park Scavenger Hunt The Meadows Scavenger Hunt Captains Choice Scavenger Hunt Winchester On The Severn Scavenger Hunt Gentry Scavenger Hunt West Woods Scavenger Hunt Rundelac Farm Scavenger Hunt Sturbridge Scavenger Hunt Greenbriar Gardens Scavenger Hunt Greenbriar Scavenger Hunt Elktonia Scavenger Hunt Hunt Meadows Scavenger Hunt Martins Cove Farm Scavenger Hunt Brice Manor Scavenger Hunt Annapolis Roads Scavenger Hunt Eastport Scavenger Hunt Knightsbridge Scavenger Hunt Browns Woods Scavenger Hunt Dorsey Heights Scavenger Hunt Parole Scavenger Hunt Providence Historical Scavenger Hunt Cedarwood Cove Scavenger Hunt Market Quay Scavenger Hunt Wardour Scavenger Hunt Mariners Point Scavenger Hunt Anchorage Scavenger Hunt Wilelinor Estates Scavenger Hunt Painters Hill Scavenger Hunt Threemile Oak Corner Scavenger Hunt Wilshire Scavenger Hunt Wardour Bluffs Scavenger Hunt Severnside Scavenger Hunt Colony Hills Scavenger Hunt Round View Scavenger Hunt Bywater Estates Scavenger Hunt Annapolis Scavenger Hunt Bay View Heights Scavenger Hunt Loretta Heights Scavenger Hunt New Point Scavenger Hunt Westwinds Scavenger Hunt Indian Hills Scavenger Hunt Captains Walk Scavenger Hunt Severn Grove Scavenger Hunt Luce Creek Scavenger Hunt Harness Woods Scavenger Hunt Dreams Landing Scavenger Hunt Hidden Point Scavenger Hunt Providence Cove Scavenger Hunt Forest Meadows Scavenger Hunt Bloomsbury Square Scavenger Hunt Beechwood On The Burley Scavenger Hunt Colonial Manor Estates Scavenger Hunt Keys Farm Scavenger Hunt Annapolis Overlook Scavenger Hunt Manresa Scavenger Hunt Wetheridge Estates Scavenger Hunt Forest Villa Scavenger Hunt The Village Scavenger Hunt Mariners Cove Scavenger Hunt Dellwood Scavenger Hunt Baytowne Village Scavenger Hunt Winchester Scavenger Hunt Victor Haven Scavenger Hunt Lands End Scavenger Hunt Weems Creek Scavenger Hunt Georgetown East Scavenger Hunt Pendennis Mount Scavenger Hunt Browns Woods Villa Scavenger Hunt Great Meadows Scavenger Hunt Town Home Village Scavenger Hunt Tyler Heights Scavenger Hunt Primrose Acres Scavenger Hunt Timber Creek Scavenger Hunt Admiral Heights Scavenger Hunt Severn Forest Scavenger Hunt Hillsmere Shores Scavenger Hunt The Ridings Scavenger Hunt Dulls Corner Scavenger Hunt Watergate Village Scavenger Hunt Naval Academy Scavenger Hunt

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